A flavone with diverse biological activities
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Cirsimaritin

Item No. 34498

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one
CAS Number
6601-62-3
Synonyms
  • 5,4'-Dihydroxy-6,7-dimethoxyflavone
Molecular Formula
C17H14O6
Formula Weight
314.3
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
O=C1C=C(C2=CC=C(C=C2)O)OC3=CC(OC)=C(C(O)=C13)OC
InChi Code
InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3
InChi Key
ZIIAJIWLQUVGHB-UHFFFAOYSA-N
Origin
Plant/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $481

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    Product Description

    Cirsimaritin is a flavone that has been found in D. kotschyi and has diverse biological activities.1,2,3,4,5 It binds to rat adenosine A1, rat A2A, and human A3 receptors (Kis = 1.2, 3, and 1.72 µM, respectively, in radioligand binding assays), as well as inhibits dipeptidyl peptidase 4 (DPP-4; IC50 = 0.43 µM).1,2 Cirsimaritin is active against the chloroquine-sensitive NF54 strain of P. falciparum (IC50 = 16.9 µM).3 It inhibits the proliferation of AGS, HT-29, Saos-2, and WEHI 164 cells (IC50s = 14.4, 13.1, 38.5, and 40.7 µM, respectively).4 Cirsimaritin (10 mg/kg) increases the number of entries into, and percentage of time spent in, the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ji, X.-d., Melman, N., and Jacobson, K.A. Interactions of flavonoids and other phytochemicals with adenosine receptors. J. Med. Chem. 39(3), 781-788 (1996).

    2. Li, N., Wang, L.-J., Jiang, B., et al. Recent progress of the development of dipeptidyl peptidase-4 inhibitors for the treatment of type 2 diabetes mellitus. Eur. J. Med. Chem. 151, 145-157 (2018).

    3. Tasdemir, D., Lack, G., Brun, R., et al. Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids. J. Med. Chem. 49(11), 3345-3353 (2006).

    4. Moghaddam, G., Ebrahimi, S.A., Rahbar-Roshandel, N., et al. Antiproliferative activity of flavonoids: Influence of the sequential methoxylation state of the flavonoid structure. Phytother. Res. 26(7), 1023-1028 (2012).

    5. Abdelhalim, A., Karim, N., Chebib, M., et al. Antidepressant, anxiolytic and antinociceptive activities of constituents from Rosmarinus officinalis. J. Pharm. Pharm. Sci. 18(4), 448-459 (2015).